- Method for preparing ropinirole hydrochloride
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The invention belongs to the technical field of medicinal chemistry and organic chemistry, and particularly relates to a method for preparing ropinirole hydrochloride. A novel compound 4 is synthesized by the aid of the method and is used as a raw material for preparing the ropinirole hydrochloride. The particular method includes dissolving the compound 4 in one or a plurality of types of ethyl alcohol/methanol/ethyl acetate to obtain liquid, adding Pd/C into the ethyl alcohol/methanol/ethyl acetate, and carrying out reaction to obtain compounds 5; dissolving the compounds 5, p-toluenesulfonylchloride and pyridine in one or a plurality of types of dichloromethane/trichloromethane/1, 2-dichloroethane/pyridine, and carrying out reaction to obtain compounds 6; dissolving the compounds 6, NaIand dipropyl amine in one or a plurality of types of DMF (dimethyl formamide)/DMSO (dimethylsulfoxide)/Toluene, and carrying out reaction to obtain ropinirole; dissolving the ropinirole in 1, 4 dioxane with hydrochloric acid, and carrying out reduced-pressure compression to obtain the ropinirole hydrochloride. A proportion of the compounds 5 to the p-toluenesulfonyl chloride to the pyridine is equal to 1:1.2:1.2. A proportion of the compounds 6 to the NaI to the dipropyl amine is equal to 1:1:1.2. The novel method for preparing the ropinirole hydrochloride has the advantages that the method includes simple and convenient steps and can be practically put into production, and raw materials for the ropinirole hydrochloride are simple and are easily available.
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- Efficient synthesis of tertiary amine by direct N-alkylation of secondary amine with carboxylic acid using Ni (0) encat catalyst
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In this article, direct N-alkylation of secondary amines with carboxylic acid is described. Readily available diversified carboxylic acid has been explored on variant secondary amines using encapsulated Nickel as catalyst and inexpensive sodium borohydrid
- Quadri, Syed Aziz Imam,Das, Tonmoy C.,Jadhav, Shivaji,Farooqui, Mazahar
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supporting information
p. 267 - 277
(2018/01/08)
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- Improved preparation method for ropinirole hydrochloride
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The invention discloses an improved preparation method for ropinirole hydrochloride. The ropinirole hydrochloride is a compound shown in the formula I and is prepared through a series of reactions with 2-phenylethanol as a starting raw material. Compared with the prior art, according to the method, raw materials are cheap and easy to get, reaction conditions are mild, technological operation is easy, control is easy, the product is high in total yield and purity, and the method is suitable for industrial production.
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- The development of a short route to the API ropinirole hydrochloride
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A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield of the current manufacturing process. Key features of the synthesis are a regioselective Birch reduction and an ozonolysis with concomitant ring closure to induce the required ring contraction.
- Yousuf, Zeshan,Richards, Andrew K.,Dwyer, Andrew N.,Linclau, Bruno,Harrowven, David C.
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p. 10532 - 10539
(2015/11/10)
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- PROCESS FOR THE PREPARATION OF ROPINIROLE AND SALTS THEREOF
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The present invention relates to an improved process for the preparation of Ropinirole and pharmaceutical acceptable salts or derivatives thereof, in particular to a process for large scale production of Ropinirole and salts thereof in high yield and high purity and pharmaceutical preparations containing said compounds.
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- PROCESS FOR THE PURIFICATION OF ROPINIROLE HYDROCHLORIDE
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This invention is directed to a process for the preparation of pure ropinirole hydrochloride with purity of equal to or greater than 99.8% and less than 0.1% isatine impurity. In the process of the present invention, the isatine is removed during the reaction steps and no further cleaning steps are required.
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Page/Page column 9
(2011/04/18)
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- AN INDUSTRIAL PROCESS FOR THE PREPARATION OF PURE ROPINIROLE
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The present invention relates to highly pure ropinirole or salt thereof and a process for preparing highly pure ropinirole of structural formula (I): by reducing nitro compound of formula (II): with a hydrogen gas in the presence of a catalyst in water to produce amino compound and cyclizing the resulting amino compoundin situ.
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Page/Page column 8
(2008/12/07)
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- PROCESS FOR THE PREPARATION OF HIGHLY PURE ROPINIROLE
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The present invention relates to highly pure Ropinirole or salt thereof and a process for preparing highly pure Ropinirole of structural Formula (I), by reducing nitro compound of formula (II), and cyclizing the resulting amino compound in situ using palladium on carbon in the presence of aqueous alcoholic medium.
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Page/Page column 6-7
(2008/06/13)
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- A PROCESS FOR THE PURIFICATION OF ROPINIROLE HYDROCHLORIDE
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The present invention provides an improved process for the purification of Ropinirole hydrochloride of formula (Ia) comprising steps of: (i) treating Ropinirole hydrochloride with sodium dithionate and charcoal in suitable alcoholic solvent; (ii) triturating Ropinirole hydrochloride obtained in step (i) with ethanol; (iii) reacting the triturated solid with base in water immiscible solvent and isolating the free base; (iv) treating the free base obtained in step (iii) with ethanolic HCl to give Ropinirole hydrochloride.
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Page/Page column 7-8
(2008/06/13)
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- Subtantially pure ropinirole hydrochloride, polymorphic form of ropinirole and process for their preparation
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Ropinirole hydrochloride substantially free of impurities and a process for its preparation is provided. Also provided is ropinirole base substantially in polymorph Form A and a process for its preparation. Pharmaceutical compositions containing the same are also provided.
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Page/Page column 6
(2008/06/13)
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- PROCESS FOR THE PREPARATION OF INDOLONE DERIVATIVE
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A process for the preparation of 4-[2-(Di-n-propylamino) ethyl]-2,3-dihydro-1 H-indol-2-one of formula (I) and its pharmaceutically acceptable salts, solvates Formaula I involving new intermediates of compound of formula (A) and (B) wherein R represents (i) a halogen atom selected from fluorine, chlorine atom, bromine atom and iodine atom; (ii) lower alkanesulfonyloxy group selected from methanesulfonyloxy, ethanesulfonyloxy, isopropanesulfonyloxy, propanesulfonyloxy, butanesulfonyloxy, tert-butanesulfonyloxy, pentanesulfonyloxy, hexanesulfonyloxy; (iii) substituted or unsubstantiated arylsulfonyloxy group selected from phenylsulfonyloxy, 4-methylphenylsulfonyloxy, 2-methylphenylsulfonyloxy, 4- nitrophenylsulfonyloxy, 4- methoxyphenylsulfonyloxy, 3-chlorophenylsulfonyloxy; (iv) arylalkylsulfonyloxy group selected from benzylsulfonyloxy, 2- phenylethylsulfonyloxy, 4-phenylbutylsulfonyloxy, 4- methylbenzylsulfonyloxy, 2- methylbenzylsulfonyloxy, 4- nitrobenzylsulfonyloxy, 4-methoxybenzylsulfonyloxy, 3- chlorobenzylsulfonyloxy.
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Page/Page column 27
(2008/06/13)
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- Process for the preparation of the 2-oxoindole derivative, Ropinirole
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The present invention relates to a process for the preparation of Ropinirole comprising the step of cyclizing a compound of the formula15.
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Page/Page column 7
(2010/02/13)
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- Process for the preparation of 4-(2-dipropylaminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride
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The present invention discloses a novel process and novel intermediates for the Preparation of 4-[2-(di-n-propyl amino) ethyl]-1,3-dihydro-2H-indol-2-one, commonly known as Ropinirole (I) and pharmaceutical composition comprising the same. Further the present invention also discloses a method of treatment for cardiovascular disorders and Parkinson's disease.
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Page/Page column 5
(2008/06/13)
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- PROCESS FOR PURIFICATION OF ROPINIROLE
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The invention discloses an improved process for the purification of ropinirole hydrochloride by dissolving or suspending crude ropinirole base or its pharmaceutically acceptable salt in a suitable solvent, reacting with a nitrogenous base to form an imine derivative, optionally treating the reaction mixture with a base to adjust the pH, and isolating purified ropinirole hydrochloride. The invention also provides for a pharmaceutical composition comprising pure ropinirole hydrochloride as active ingredient.
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Page/Page column 23
(2010/02/13)
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- PROCESS FOR THE PREPARATION OF ROPINIROLE
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A new process for the preparation of Ropinirole (1) and pharmaceutically acceptable hydrochloride salt thereof comprising reacting the compound V with nitromethane to obtain the compound of formula 11, which is reduced to compound III and alkylated to obtain compound IV. The oxidation of the indole ring provides the compound of formula (I).
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Page/Page column 6
(2008/06/13)
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- SUBSTANTIALLY PURE 4-[2-(DI-N-PROPYLAMINO)ETHYL]-2(3H)-INDOLONE HYDROCHLORIDE
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Substantially pure 4-[2-(Di -n-propylamino)ethyl]-2(3h)-indolone hydrochloride having HPLC purity equal to or greater than 99.5 % and the process of its preparation.
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Page/Page column 8
(2008/06/13)
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- Electrospun pharmaceutical compositions
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The present invention is directed to an electrospun pharmaceutical composition comprising a pharmaceutically acceptable actibe agent, and a pharmaceutically acceptable polymeric carrier for use in therapy.
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- Development of large-scale syntheses of ropinirole in the pursuit of a manufacturing process
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Two plant syntheses of ropinirole {4-[2-(di-n-propyIamino)-ethyl]-1,3-dihydro-2H-indolin-2-one hydrochloride, SK&F-101468-A} using the ferric chloride mediated cyclisation of β-nitrostyrenes to form 3-chlorooxindoles as the key step are described. The first synthesis suffered the severe limitation of the final-step chemistry being nonselective in the reaction between di-n-propylamine and the bromide precursor to ropinirole as both substitution and elimination pathways were promoted and by-product formation at a level of 40% resulted. This problem was rectified in the latter synthesis by the more selective reaction between di-n-propylamine and the sulfonate ester precursor promoting ropinirole formation to a level of 88%. This second synthesis is now used as the commercial route, and problems (and their solutions) identified during the development of this route are now described. The identification of novel by-products which enabled the Sommelet oxidation step to be optimised is also reported. A unimolecular decomposition mechanism during hydrolysis of the hexaminium salt to form the key benzaldehyde intermediate is proposed and substantiated with experimental data.
- Hayler, John D.,Howie, Simon L. B.,Giles, Robert G.,Negus, Alan,Oxley, Paul W.,Walsgrove, Timothy C.,Whiter
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- Process
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There is disclosed a process for the preparation of a compound of structure (I) STR1 in which n is 1 to 3 and each group R is hydrogen or C1-4 alkyl, which comprises, reaction of compound of structure (II) STR2 (prepared by esterifying the hydroxyl compound) in which R1 is C1-4 alkyl, phenyl or substituted phenyl and n is 1 to 3, with an amine HNR2 in which R is as described for structure (I), and optionally thereafter forming a salt. Intermediates are also disclosed.
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- Process
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This invention relates to a catalytic transfer hydrogenation process using water as a solvent in the preparation of substituted indolinone derivatives.
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- Pharmaceutical methods using 4-aminoalkyl-2(3H)-indolones
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A series of pharmaceutical compositions which contain 4-aminoalkyl-2(3H)-indolones has been demonstrated to have D2 -agonist activity useful for treating congestive heart failure and hypertension. A representative ingredient of the compositions is 4-di-n-propylaminoethyl-2(3H)-indolone or a salt thereof.
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